This research delves into the drilling behavior of a new generation of laminated composites. These composites are manufactured using a unique approach: recycled waste tire rubber particles are strategically embedded within a matrix composed of polyester and fiberglass. The core objective of this study is to meticulously assess how incorporating waste tire rubber particles impacts the performance of these composites during the drilling process. A comprehensive analysis is undertaken, meticulously examining factors that can significantly influence drilling, such as delamination, the forces exerted during drilling, and the overall quality of the drilled holes. Furthermore, the investigation explores the influence of various drilling parameters, including the size of the twist drill and the speed at which drilling is conducted. The findings of this research will illuminate the potential advantages and inherent challenges associated with utilizing waste tire rubber as a reinforcing element in polyester-fiberglass composites, specifically within the context of drilling. This work holds significant implications for the future of sustainable composite materials, aiming to achieve a balance between improved machinability and the promotion of recycled waste materials in construction and various manufacturing applications.